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Mono-hydroindacenyl complexes

a technology of monohydroindacenyl complexes and complexes, which is applied in the field of monohydroindacenyl complexes, can solve the problems of unfavorable blending, unfavorable blending, and high percentage of comonomers, and achieves the effect of high productivity

Active Publication Date: 2012-08-21
BASELL POLYOLEFINE GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The patent text describes a new catalyst system for the direct preparation of ethylene copolymers with narrow molecular distribution and low crystallinity. This catalyst system allows for a single step polymerization reaction, avoiding blending steps after the polymerization reaction. The resulting copolymers have improved elastomeric performance and processability. The technical effect of this patent is the development of a new catalyst system for the direct preparation of ethylene copolymers with improved properties.

Problems solved by technology

One of the main disadvantages of this third class of elastomers is the relatively high percentage of comonomers that must be added to ethylene monomers in the polymerization process in order to obtain the desired levels of low crystallinity, low density and low glass transition temperature Tg that are required for optimal elastomeric performance of the final polymer.
A relatively high percentage of comonomers, in turn, generally results in an undesired increase of the stickiness of the copolymer.
However, the blending is an undesirable additional step in the production process following the polymerization step.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

Synthesis of [η5-1-(2-methylpyridine)-2-methyl-3-benzyl-1,5,6,7-tetrahydro-s-indacen-1-yl]dichlorochromium (Compound A)

[0176]

1.1 Preparation of 2-methyl-3,5,6,7-tetrahydro-s-indacen-1(2H)-one

[0177]

[0178]Methacryloyl chloride (50 ml, 0.5 mol) was added to a suspension of 133.5 g (1 mol) AlCl3 in 500 ml CH2Cl2 at −78° C. and stirred for 20 min. Then 59 g (0.5 mol) indane was added at the same temperature. The mixture was allowed to warm to room temperature and then was stirred overnight. Next day the mixture obtained was poured carefully into a mixture of ice (1000 g) and HCl (200 ml). The organic phase was separated, washed with water and 5% NaHCO3, and dried over MgSO4. Solvent was evaporated and residue was distilled in vacuum giving 77.6 g of product (83%), b.p. 118-120° C. / 0.5 torr.

[0179]NMR 1H (CDCl3): 7.59 (s, 1H); 7.28 (s, 1H); 3.34 (dd, 1H); 2.92 (m, 4H); 2.80-2.65 (group of signals, 2H); 2.13 (m, 2H); 1.42 (d, 3H).

[0180]13C 208.90, 152.82, 152.45, 143.96, 134.91, 121.85, 199...

example 2

Synthesis of [η5-1-(2-methylpyridine)-3-benzyl-1,5,6,7-tetrahydro-s-indacen-1-yl]dichlorochromium (Compound B)

2.1. Preparation of 3,5,6,7-tetrahydro-s-indacen-1(2H)-one

[0188]

[0189]The mixture of 11.8 g indane (0.1 mol) and 10 ml 3-chloropropionyl chloride (0.12 mol) was added to suspension of 16 g AlCl3 (0.55 mol) in 100 ml CH2Cl2 at 0° C. After then reaction mixture was poured into ice and HCl, the organic layer was isolated; the aqueous one was extracted with CH2Cl2 (2*50 ml). The combined organic phase was washed by NaHCO3, dried over MgSO4 and evaporated. The residue was added carefully to conc. H2SO4 (100 ml), warmed to 70° C. and stirred after then 30 min at the same temperature. The mixture was cooled and poured into ice. Precipitate was filtered, washed by water and dried, to give 12.4 g of product (72%).

2.2 Preparation of 1,2,3,5-tetrahydro-s-indacene

[0190]

[0191]The mixture of 3,5,6,7-tetrahydro-s-indacen-1(2H)-one (12.4 g, 0.072 mol), p-toluenesulfonyl hydrazide (13.4 g, 0...

example 3

3.1 Preparation of Catalytic Solution

[0193]A solution of 46.0 mg of [η5−-1-(2-methylpyridine)-2-methyl-3-benzyl-1,5,6,7-tetrahydro-s-indacen -1-yl]dichlorochromium (Compound A) in 15 ml cyclohexane and 4.0 ml PMAO (7% solution from Akzo Nobel) were mixed. The obtained suspension was stirred for 15 minutes at room temperature. The obtained suspension (30.5 ml) had red brown colour and the concentration was 3.19 μmol [η5−-1-(2-methylpyridine)-2-methyl-3-benzyl-1,5,6,7-tetrahydro-s-indacen-1-yl]dichlorochromium / ml.

3.2 Polymerisation

[0194]Under argon a 3.1 l-steelautoclave was filled with 450 ml cyclohexane at room temperature and with 1300 ml butane at 5° C. The temperature was raised up to 80° C. with a speed frequency of 350° C. / h. By addition of 7.8 l of ethylene the recruit pressure was raised to 4 bar. Then, 300 mg Triisobutylaluminium (20% TIBA in cyclohexene) were added. After 5 minutes of stirring the 61.9 μmol of catalyst solution as obtained in step 3.1 were added and the cat...

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Abstract

The present invention relates to monohydroindacenyl complexes as active catalytic components in the copolymerization of ethylene. The complexes are suitable for direct preparation of ethylene copolymers having a narrow molecular distribution as well as the desired levels of low density and preferably a predetermined value of glass transition temperature Tg. The produced copolymers showing improved elastomeric performance can be prepared in a single step during polymerization reaction, thus avoiding a blending step following the polymerization step.

Description

[0001]This application claims priority to European Patent Application 07024589.9 filed 19 Dec. 2007 and provisional U.S. Appl. No. 61 / 065,789 filed 14 Feb. 2008; the disclosures of European Application 07024589.9 and U.S. Appl. No. 61 / 065,789, each as filed, are incorporated herein by reference.FIELD OF THE INVENTION[0002]The present invention relates to monohydroindacenyl complexes in which the hydroindacenyl system bears at least one bridged donor and at least one arylalkyl group and to a catalyst system comprising at least one of the monohydroindacenyl complexes, and also to methods of preparing them.[0003]In addition, the invention provides for the use of the catalyst systems for the polymerization or copolymerization of olefins and provides a process for preparing elastomeric terpolymers by copolymerization of olefins in the presence of the catalyst system.[0004]In the present description and in the following claims, unless otherwise indicated, the term “polymer” is used to ind...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): C08F4/642C08F4/69C08F4/6592
CPCC07F17/00C08F10/00C08F4/69C08F110/02C08F210/16C08F2420/01C08F2500/17C08F2500/12C08F2500/08C08F2500/20C08F210/08
Inventor FANTINEL, FABIANAMIHAN, SHAHRAM
Owner BASELL POLYOLEFINE GMBH
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